Remote Position
[Remote] Mid-Market Account Executive (Former Elite Athletes)
🌍 Remote · United States
💼 Full-time
Note: The job is a remote job and is open to candidates in USA. NextPlayU is hiring on behalf of an unnamed partner company building an AI platform for the insurance brokerage industry. The Mid-Market Account Executive will own the full sales cycle for mid-sized brokerages, source pipeline, close deals, and help shape the company’s sales playbook.
Responsibilities
- Own the full cycle: prospecting, qualification, demo, negotiation, and close
- Build self-sourced pipeline through cold outreach, sequencing, referrals, and industry events
- Run discovery and tailored demos with Operations, IT, and C-suite stakeholders
- Manage 30-50 active opportunities with strong CRM hygiene and deal discipline
- Feed customer insight and objections back to GTM and product teams
- Help build the playbook and scale it across the team
- Travel to industry events to represent the company
Skills
- Have 3-5+ years of B2B closing experience with $50K+ ACV deals
- Source most of your own pipeline and treat outbound as a craft, not just volume
- Write and speak with precision: your outreach gets replies and your demos move deals
- Are energized by ambiguity and building in a fast-moving environment
- Are competitive and coachable, applying feedback immediately
- Former elite athletes (collegiate, pro, and Olympic)
- Experience selling into insurance, insurtech, financial services, or adjacent verticals
- B2B SaaS or technical sales background
- Early-stage startup experience or building a sales motion from scratch
- Familiarity with Salesforce, Gong, Apollo, or similar GTM tools
Benefits
- Meaningful founding-team equity
- Full health, dental, and vision
- Regular team off-sites and dinners
- An office stocked for builders
Company Overview